MiMeDB: Showing metabocard for N-Succinyl-2-L-amino-6-oxoheptanedioate (MMDBc0049970)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:47:20 UTC

Update Date

2024-04-30 20:42:12 UTC

Metabolite ID

MMDBc0049970

Metabolite Identification

Common Name

N-Succinyl-2-L-amino-6-oxoheptanedioate

Description

N-Succinyl-2-amino-6-ketopimelate, also known as N-succinyl-2-amino-6-oxo-L-pimelic acid or N-succinyl-L-2-amino-6-oxoheptanedioate, belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. N-Succinyl-2-amino-6-ketopimelate exists in all living organisms, ranging from bacteria to humans. N-Succinyl-2-amino-6-ketopimelate has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make N-succinyl-2-amino-6-ketopimelate a potential biomarker for the consumption of these foods. N-Succinyl-2-amino-6-ketopimelate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on N-Succinyl-2-amino-6-ketopimelate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0012266
     RDKit          3D
N-Succinyl-2-amino-6-ketopimelate
 35 34  0  0  0  0  0  0  0  0999 V2000
    3.1868   -1.2297    3.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050   -0.4010    2.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    0.1774    3.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4829   -0.0374    1.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694   -0.7437    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239   -0.4349    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8366    0.3346    1.4365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -1.0261   -0.3580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -0.7443   -0.2615 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5981   -0.0611   -1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0504    0.2820   -1.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559    1.1929   -0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057    1.4649   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5573    0.9526   -1.4284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344    2.3241    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    2.8416    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8940    2.5811    0.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -2.0163   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -3.0884   -0.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1900   -2.1010    0.1228 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3796    0.9664    3.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -0.2782    1.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3569    1.0690    1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492   -0.4587   -0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989   -1.8392    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -1.6656   -1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.0421    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.8031   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    0.7969   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6781   -0.6027   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2378    0.7787   -2.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2913    0.6839    0.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8592    2.1280   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5907    1.8607    0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7784   -2.8614   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  9 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 17 34  1  0
 20 35  1  0
M  END


  Mrv0541 02241203542D          

 20 19  0  0  1  0            999 V2000
   13.4402  -10.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8527  -10.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6152  -10.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8527   -8.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4402   -9.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6777  -10.0627    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.2027  -11.4920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6777   -8.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6152   -9.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0902  -10.7773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6152  -12.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0902   -9.3488    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3777  -11.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0902   -7.9197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2027   -8.6342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2027  -10.0627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6777  -11.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9151  -10.7773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2027  -12.9210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4402  -12.2065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1  2  1  0  0  0  0
  6  2  1  6  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 12  1  0  0  0  0
  7 13  2  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
  8 14  2  0  0  0  0
  9 15  1  0  0  0  0
  9 16  2  0  0  0  0
 10 17  1  0  0  0  0
 10 18  2  0  0  0  0
 11 19  1  0  0  0  0
 11 20  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049970

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CCC(=O)N[C@@H](CCCC(=O)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H15NO8/c13-7(11(19)20)3-1-2-6(10(17)18)12-8(14)4-5-9(15)16/h6H,1-5H2,(H,12,14)(H,15,16)(H,17,18)(H,19,20)/t6-/m0/s1

> <INCHI_KEY>
SDVXSCSNVVZWDD-LURJTMIESA-N

> <FORMULA>
C11H15NO8

> <MOLECULAR_WEIGHT>
289.2387

> <EXACT_MASS>
289.079766461

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
25.89130639132303

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-(3-carboxypropanamido)-6-oxoheptanedioic acid

> <ALOGPS_LOGP>
-0.78

> <JCHEM_LOGP>
-0.5543643370000001

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.5101665516452125

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.776885951627914

> <JCHEM_PKA_STRONGEST_BASIC>
-1.479432320786103

> <JCHEM_POLAR_SURFACE_AREA>
158.07

> <JCHEM_REFRACTIVITY>
61.57180000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-(3-carboxypropanamido)-6-oxoheptanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012266
     RDKit          3D
N-Succinyl-2-amino-6-ketopimelate
 35 34  0  0  0  0  0  0  0  0999 V2000
    3.1868   -1.2297    3.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050   -0.4010    2.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    0.1774    3.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4829   -0.0374    1.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694   -0.7437    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239   -0.4349    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8366    0.3346    1.4365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -1.0261   -0.3580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -0.7443   -0.2615 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5981   -0.0611   -1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0504    0.2820   -1.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559    1.1929   -0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057    1.4649   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5573    0.9526   -1.4284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344    2.3241    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    2.8416    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8940    2.5811    0.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -2.0163   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -3.0884   -0.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1900   -2.1010    0.1228 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3796    0.9664    3.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -0.2782    1.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3569    1.0690    1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492   -0.4587   -0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989   -1.8392    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -1.6656   -1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.0421    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.8031   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    0.7969   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6781   -0.6027   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2378    0.7787   -2.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2913    0.6839    0.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8592    2.1280   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5907    1.8607    0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7784   -2.8614   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  9 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 17 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      25.088 -20.118   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.858 -18.784   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.548 -20.118   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.858 -16.117   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.088 -17.451   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.398 -18.784   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.778 -21.452   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.398 -16.117   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.548 -17.451   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.168 -20.118   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.548 -22.785   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      28.168 -17.451   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0      21.238 -21.452   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      28.168 -14.783   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      22.778 -16.117   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      22.778 -18.784   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      27.398 -21.452   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      29.708 -20.118   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      22.778 -24.119   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      25.088 -22.785   0.000  0.00  0.00           O+0
CONECT    1    3    2                                                       
CONECT    2    1    6                                                       
CONECT    3    1    7                                                       
CONECT    4    8    5                                                       
CONECT    5    4    9                                                       
CONECT    6    2   10   12                                                  
CONECT    7    3   13   11                                                  
CONECT    8    4   12   14                                                  
CONECT    9    5   15   16                                                  
CONECT   10    6   17   18                                                  
CONECT   11    7   19   20                                                  
CONECT   12    6    8                                                       
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   11                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0012266
HETATM    1  O1  UNL     1       3.187  -1.230   3.063  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.105  -0.401   2.840  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.770   0.177   3.897  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.483  -0.037   1.454  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.669  -0.744   0.417  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.224  -0.435   0.545  1.00  0.00           C  
HETATM    7  O3  UNL     1       1.837   0.335   1.437  1.00  0.00           O  
HETATM    8  N1  UNL     1       1.304  -1.026  -0.358  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.127  -0.744  -0.261  1.00  0.00           C  
HETATM   10  C6  UNL     1      -0.598  -0.061  -1.502  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.050   0.282  -1.515  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.456   1.193  -0.387  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.906   1.465  -0.497  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.557   0.953  -1.428  1.00  0.00           O  
HETATM   15  C10 UNL     1      -4.534   2.324   0.485  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.886   2.842   1.422  1.00  0.00           O  
HETATM   17  O6  UNL     1      -5.894   2.581   0.384  1.00  0.00           O  
HETATM   18  C11 UNL     1      -0.841  -2.016  -0.048  1.00  0.00           C  
HETATM   19  O7  UNL     1      -0.182  -3.088  -0.017  1.00  0.00           O  
HETATM   20  O8  UNL     1      -2.190  -2.101   0.123  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.380   0.966   3.757  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.554  -0.278   1.339  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.357   1.069   1.323  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.049  -0.459  -0.575  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.799  -1.839   0.567  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.623  -1.666  -1.100  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.282  -0.042   0.590  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.448  -0.803  -2.342  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.047   0.797  -1.792  1.00  0.00           H  
HETATM   30  H10 UNL     1      -2.678  -0.603  -1.517  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.238   0.779  -2.511  1.00  0.00           H  
HETATM   32  H12 UNL     1      -2.291   0.684   0.580  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.859   2.128  -0.363  1.00  0.00           H  
HETATM   34  H14 UNL     1      -6.591   1.861   0.535  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.778  -2.861  -0.186  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7    7    8
CONECT    8    9   26
CONECT    9   10   18   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14   14   15
CONECT   15   16   16   17
CONECT   17   34
CONECT   18   19   19   20
CONECT   20   35
END

HMDB0012266
     RDKit          3D
N-Succinyl-2-amino-6-ketopimelate
 35 34  0  0  0  0  0  0  0  0999 V2000
    3.1868   -1.2297    3.0628 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1050   -0.4010    2.8401 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7696    0.1774    3.8972 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4829   -0.0374    1.4538 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694   -0.7437    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2239   -0.4349    0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8366    0.3346    1.4365 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -1.0261   -0.3580 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1265   -0.7443   -0.2615 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5981   -0.0611   -1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0504    0.2820   -1.5146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4559    1.1929   -0.3869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9057    1.4649   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5573    0.9526   -1.4284 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5344    2.3241    0.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8860    2.8416    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8940    2.5811    0.3836 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8411   -2.0163   -0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1823   -3.0884   -0.0172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1900   -2.1010    0.1228 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3796    0.9664    3.7572 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5542   -0.2782    1.3390 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3569    1.0690    1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0492   -0.4587   -0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7989   -1.8392    0.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6228   -1.6656   -1.0999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2817   -0.0421    0.5896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477   -0.8031   -2.3422 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468    0.7969   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6781   -0.6027   -1.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2378    0.7787   -2.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2913    0.6839    0.5799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8592    2.1280   -0.3635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5907    1.8607    0.5351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7784   -2.8614   -0.1861 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 15 17  1  0
  9 18  1  0
 18 19  2  0
 18 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 17 34  1  0
 20 35  1  0
M  END

Synonyms

Value	Source
N-Succinyl-2-amino-6-oxo-L-pimelic acid	ChEBI
N-Succinyl-epsilon-keto-L-aminopimelic acid	ChEBI
N-Succinyl-L-2-amino-6-oxoheptanedioate	Kegg
N-Succinyl-L-2-amino-6-oxopimelate	Kegg
(S)-2-(Succinylamino)-6-oxoheptanedioate	Kegg
N-Succinyl-2-amino-6-oxo-L-pimelate	Generator
N-Succinyl-epsilon-keto-L-aminopimelate	Generator
N-Succinyl-L-2-amino-6-oxoheptanedioic acid	Generator
N-Succinyl-L-2-amino-6-oxopimelic acid	Generator
(S)-2-(Succinylamino)-6-oxoheptanedioic acid	Generator
N-Succinyl-2-amino-6-ketopimelic acid	Generator
(2S)-2-(3-carboxypropanamido)-6-Oxoheptanedioate	HMDB
(2S)-2-(3-carboxypropanamido)-6-Oxoheptanedioic acid	HMDB
L-2-succinylamino-6-Oxoheptanedioate	HMDB
L-2-succinylamino-6-Oxoheptanedioic acid	HMDB
N-Succinyl-2-L-amino-6-oxoheptanedioate	HMDB
N-Succinyl-2-L-amino-6-oxoheptanedioic acid	HMDB
Succinyl-epsilon-keto-alpha-aminopimelate	HMDB

Molecular Formula

C₁₁H₁₅NO₈

Average Mass

289.2387

Monoisotopic Mass

289.079766461

IUPAC Name

(2S)-2-(3-carboxypropanamido)-6-oxoheptanedioic acid

Traditional Name

(2S)-2-(3-carboxypropanamido)-6-oxoheptanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC(=O)N[C@@H](CCCC(=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H15NO8/c13-7(11(19)20)3-1-2-6(10(17)18)12-8(14)4-5-9(15)16/h6H,1-5H2,(H,12,14)(H,15,16)(H,17,18)(H,19,20)/t6-/m0/s1

InChI Key

SDVXSCSNVVZWDD-LURJTMIESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
Tricarboxylic acid or derivatives
Alpha-keto acid
Fatty amide
Keto acid
Fatty acyl
N-acyl-amine
Alpha-hydroxy ketone
Carboxamide group
Secondary carboxylic acid amide
Ketone
Carboxylic acid
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

tricarboxylic acid (CHEBI:35266 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.41 g/L	ALOGPS
logP	-0.78	ALOGPS
logP	-0.55	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	2.78	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	158.07 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	61.57 m³·mol⁻¹	ChemAxon
Polarizability	25.89 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9880000000-0f0ff4f7e373c0b3162c	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-00du-9408600000-fd466a0230c24aa5db92	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fkc-0290000000-2cf1a6c8c873c44c176a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fdo-1970000000-e6da5433a70177935ddd	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05i3-7900000000-a6e1749a519577b39b0b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-007c-0190000000-cfcf85c3db41c68abca2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-009g-1590000000-73abaab210b9727b9f16	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-5910000000-b01ea1042bed0446bc1c	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0790000000-d2b9c6f92d7b00453793	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0abc-4930000000-f2f2e3269f8edd762cf8	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pb9-9700000000-787d11c10df4c3cb6d65	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000l-0590000000-2961efd3a4f8e021c893	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002g-0960000000-6adfe9927596ba357d75	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9500000000-70678263ddcfe89f4fb6	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0007567	Oxoglutaric acid	L-Glutamic acid	Not Available		VMH	30371894
MMDBr0007575	Succinyl-CoA	N-Succinyl-2-L-amino-6-oxoheptanedioate	Not Available		VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	170	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human stool; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	104	Human feces; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque	Metabolic reconstruction
Bacteria	Firmicutes	44	Human feces; Human ; Human subgingival plaque	Metabolic reconstruction
Bacteria	Bacteroidetes	22	Human feces; Human appendix biopsy; Human ; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0012266

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

N-SUCCINYL-2-AMINO-6-KETOPIMELATE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440349

PDB ID

Not Available

ChEBI ID

35266

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for N-Succinyl-2-L-amino-6-oxoheptanedioate (MMDBc0049970)

MOL for #<Metabolite:0x00007fece4010d28>

3D MOL for #<Metabolite:0x00007fece4010d28>

3D SDF for #<Metabolite:0x00007fece4010d28>

3D-SDF for #<Metabolite:0x00007fece4010d28>

PDB for #<Metabolite:0x00007fece4010d28>

3D PDB for #<Metabolite:0x00007fece4010d28>

SMILES for #<Metabolite:0x00007fece4010d28>

INCHI for #<Metabolite:0x00007fece4010d28>

Structure for #<Metabolite:0x00007fece4010d28>

3D Structure for #<Metabolite:0x00007fece4010d28>